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AR047533A1 - PROCESS TO PREPARE CARBOXAMIDS 2-AMINOTIAZOL-5-AROMATICS AS INHIBITORS OF KINASE - Google Patents

PROCESS TO PREPARE CARBOXAMIDS 2-AMINOTIAZOL-5-AROMATICS AS INHIBITORS OF KINASE

Info

Publication number
AR047533A1
AR047533A1 ARP050100427A ARP050100427A AR047533A1 AR 047533 A1 AR047533 A1 AR 047533A1 AR P050100427 A ARP050100427 A AR P050100427A AR P050100427 A ARP050100427 A AR P050100427A AR 047533 A1 AR047533 A1 AR 047533A1
Authority
AR
Argentina
Prior art keywords
substituted
alkyl
alkenyl
heteroaryl
heterocycle
Prior art date
Application number
ARP050100427A
Other languages
Spanish (es)
Inventor
Bang-Chi Chen
Roberto Droghini
Jean Lajeunesse
Marco John D Di
Michael Galella
Chidambaram
Original Assignee
Bristol Myers Squibb Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34864498&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR047533(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR047533A1 publication Critical patent/AR047533A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Hematology (AREA)
  • Epidemiology (AREA)
  • Virology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicacion 1: U proceso para preparar un compuesto que tiene la formula (1), en donde L, Ar, R2, R3, R4, R5, y m son como se definen abajo, caracterizado porque comprende hacer reaccionar un compuesto que tiene la formula (2), en donde Q es el grupo -O-P*, en donde P* se selecciona de manera que, cuando se considera junto con el átomo de O al cual P* se enlaza, Q es un grupo saliente, y Ar, L, R2, R3, y m son como se definen a continuacion, con un reactiva halogenante seguido por un compuesto de tiourea que tiene la formula (3), en donde, R4 y R5 son como se definen a continuacion, para proporcionar el compuesto de formula (1), en donde, Ar es el mismo en las formulas (1) y (2) y es arilo o heteroarilo; L es el mismo en las formulas (19 y (2) y es alquileno opcionalmente sustituido; R2 es el mismo en las formulas (1) y (2), y se selecciona de H, alquilo, alquilo sustituido, alquenilo, alquenilo sustituido, alquinilo, alquinilo sustituido, arilo, heteroarilo, cicloalquilo, y heterociclo; R3 es el mismo en las formulas (1) y (2), y se selecciona de H, halogeno, ciano, haloalquilo, alquilo, alquilo sustituido, alquenilo, alquenilo sustituido, arilo, heteroarilo, cicloalquilo, y heterociclo; R4 es (i) el mismo en cada una de las formulas (1) y (3), y (ii) es independientemente seleccionado de H, alquilo, alquilo sustituido, alquenilo, alquenilo sustituido, alquinilo, alquinilo sustituido, arilo, heteroarilo, cicloalquilo, y heterociclo, o alternativamente, R4 se toma junto con R5 para formar heteroarilo o heterociclo; R5 es (i) el mismo en cada una de las formulas (1) y (3), y (ii) es independientemente seleccionado de H, alquilo, alquilo sustituido, alquenilo, alquenilo sustituido, alquinilo, alquinilo sustituido, arilo, heteroarilo, cicloalquilo, y heterociclo, o alternativamente, R5 se toma junto con R4 para formar heteroarilo o heterociclo; y m es 0 o 1.Claim 1: A process for preparing a compound having the formula (1), wherein L, Ar, R2, R3, R4, R5, and m are as defined below, characterized in that it comprises reacting a compound having the formula ( 2), where Q is the group -OP *, where P * is selected so that, when considered together with the atom of O to which P * binds, Q is a leaving group, and Ar, L, R2, R3, and m are as defined below, with a halogenating reagent followed by a thiourea compound having the formula (3), wherein, R4 and R5 are as defined below, to provide the compound of formula ( 1), where, Ar is the same in formulas (1) and (2) and is aryl or heteroaryl; L is the same in formulas (19 and (2) and is optionally substituted alkylene; R2 is the same in formulas (1) and (2), and is selected from H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, heteroaryl, cycloalkyl, and heterocycle; R3 is the same in formulas (1) and (2), and is selected from H, halogen, cyano, haloalkyl, alkyl, substituted alkyl, alkenyl, substituted alkenyl , aryl, heteroaryl, cycloalkyl, and heterocycle; R4 is (i) the same in each of formulas (1) and (3), and (ii) is independently selected from H, alkyl, substituted alkyl, alkenyl, substituted alkenyl , alkynyl, substituted alkynyl, aryl, heteroaryl, cycloalkyl, and heterocycle, or alternatively, R4 is taken together with R5 to form heteroaryl or heterocycle; R5 is (i) the same in each of formulas (1) and (3) , and (ii) is independently selected from H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkyl nyl, substituted alkynyl, aryl, heteroaryl, cycloalkyl, and heterocycle, or alternatively, R5 is taken together with R4 to form heteroaryl or heterocycle; and m is 0 or 1.

ARP050100427A 2004-02-06 2005-02-04 PROCESS TO PREPARE CARBOXAMIDS 2-AMINOTIAZOL-5-AROMATICS AS INHIBITORS OF KINASE AR047533A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US54249004P 2004-02-06 2004-02-06
US62493704P 2004-11-04 2004-11-04

Publications (1)

Publication Number Publication Date
AR047533A1 true AR047533A1 (en) 2006-01-25

Family

ID=34864498

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP050100427A AR047533A1 (en) 2004-02-06 2005-02-04 PROCESS TO PREPARE CARBOXAMIDS 2-AMINOTIAZOL-5-AROMATICS AS INHIBITORS OF KINASE

Country Status (26)

Country Link
EP (1) EP1711481B2 (en)
JP (2) JP5148115B2 (en)
KR (2) KR101310427B1 (en)
AR (1) AR047533A1 (en)
AT (1) ATE453630T1 (en)
AU (1) AU2005212405B2 (en)
BR (1) BRPI0507476B8 (en)
CA (1) CA2555291C (en)
CY (1) CY1109907T1 (en)
DE (1) DE602005018601D1 (en)
DK (1) DK1711481T4 (en)
ES (1) ES2337272T5 (en)
GE (1) GEP20094804B (en)
HR (1) HRP20100166T4 (en)
IL (1) IL177280A (en)
IN (1) IN2014DN06567A (en)
NO (1) NO338049B1 (en)
NZ (1) NZ548613A (en)
PE (1) PE20050691A1 (en)
PL (1) PL1711481T5 (en)
PT (1) PT1711481E (en)
RU (1) RU2382039C2 (en)
SI (1) SI1711481T2 (en)
TW (1) TWI338004B (en)
WO (1) WO2005077945A2 (en)
ZA (1) ZA200606242B (en)

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